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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 00:31:02 UTC
Update Date2023-02-21 17:26:52 UTC
HMDB IDHMDB0039149
Secondary Accession Numbers
  • HMDB39149
Metabolite Identification
Common Name(+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one
Description(+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one belongs to the class of organic compounds known as beta-hydroxy ketones. These are ketones containing a hydroxyl group attached to the beta-carbon atom, relative to the C=O group (+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one has been detected, but not quantified in, citrus. This could make (+)-6-hydroxy-2,6-dimethyl-7-octen-4-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one.
Structure
Data?1677000412
SynonymsNot Available
Chemical FormulaC10H18O2
Average Molecular Weight170.2487
Monoisotopic Molecular Weight170.13067982
IUPAC Name6-hydroxy-2,6-dimethyloct-7-en-4-one
Traditional Name6-hydroxy-2,6-dimethyloct-7-en-4-one
CAS Registry Number23007-34-3
SMILES
CC(C)CC(=O)CC(C)(O)C=C
InChI Identifier
InChI=1S/C10H18O2/c1-5-10(4,12)7-9(11)6-8(2)3/h5,8,12H,1,6-7H2,2-4H3
InChI KeyHPKAJXIDKBSLHJ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as beta-hydroxy ketones. These are ketones containing a hydroxyl group attached to the beta-carbon atom, relative to the C=O group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentBeta-hydroxy ketones
Alternative Parents
Substituents
  • Beta-hydroxy ketone
  • Tertiary alcohol
  • Organic oxide
  • Hydrocarbon derivative
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point261.48 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility12240 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.648 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility2.85 g/LALOGPS
logP1.59ALOGPS
logP2.03ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)14.52ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity49.84 m³·mol⁻¹ChemAxon
Polarizability19.76 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+141.60731661259
DarkChem[M-H]-138.30231661259
DeepCCS[M+H]+146.5430932474
DeepCCS[M-H]-142.88130932474
DeepCCS[M-2H]-180.39330932474
DeepCCS[M+Na]+155.99930932474
AllCCS[M+H]+141.132859911
AllCCS[M+H-H2O]+137.232859911
AllCCS[M+NH4]+144.832859911
AllCCS[M+Na]+145.832859911
AllCCS[M-H]-141.932859911
AllCCS[M+Na-2H]-143.732859911
AllCCS[M+HCOO]-145.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(+)-6-Hydroxy-2,6-dimethyl-7-octen-4-oneCC(C)CC(=O)CC(C)(O)C=C1699.5Standard polar33892256
(+)-6-Hydroxy-2,6-dimethyl-7-octen-4-oneCC(C)CC(=O)CC(C)(O)C=C1117.6Standard non polar33892256
(+)-6-Hydroxy-2,6-dimethyl-7-octen-4-oneCC(C)CC(=O)CC(C)(O)C=C1188.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one,1TMS,isomer #1C=CC(C)(CC(=O)CC(C)C)O[Si](C)(C)C1280.1Semi standard non polar33892256
(+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one,1TMS,isomer #2C=CC(C)(O)C=C(CC(C)C)O[Si](C)(C)C1292.4Semi standard non polar33892256
(+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one,1TMS,isomer #3C=CC(C)(O)CC(=CC(C)C)O[Si](C)(C)C1289.3Semi standard non polar33892256
(+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one,2TMS,isomer #1C=CC(C)(CC(=CC(C)C)O[Si](C)(C)C)O[Si](C)(C)C1393.4Semi standard non polar33892256
(+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one,2TMS,isomer #1C=CC(C)(CC(=CC(C)C)O[Si](C)(C)C)O[Si](C)(C)C1425.8Standard non polar33892256
(+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one,2TMS,isomer #2C=CC(C)(C=C(CC(C)C)O[Si](C)(C)C)O[Si](C)(C)C1388.4Semi standard non polar33892256
(+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one,2TMS,isomer #2C=CC(C)(C=C(CC(C)C)O[Si](C)(C)C)O[Si](C)(C)C1425.1Standard non polar33892256
(+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one,1TBDMS,isomer #1C=CC(C)(CC(=O)CC(C)C)O[Si](C)(C)C(C)(C)C1515.1Semi standard non polar33892256
(+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one,1TBDMS,isomer #2C=CC(C)(O)C=C(CC(C)C)O[Si](C)(C)C(C)(C)C1526.0Semi standard non polar33892256
(+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one,1TBDMS,isomer #3C=CC(C)(O)CC(=CC(C)C)O[Si](C)(C)C(C)(C)C1516.7Semi standard non polar33892256
(+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one,2TBDMS,isomer #1C=CC(C)(CC(=CC(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1860.3Semi standard non polar33892256
(+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one,2TBDMS,isomer #1C=CC(C)(CC(=CC(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1857.1Standard non polar33892256
(+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one,2TBDMS,isomer #2C=CC(C)(C=C(CC(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1860.7Semi standard non polar33892256
(+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one,2TBDMS,isomer #2C=CC(C)(C=C(CC(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1838.6Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dl-9000000000-2fcbd0ee75a510fbccff2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one GC-MS (1 TMS) - 70eV, Positivesplash10-0596-9410000000-c3f9bc9ec42df8d75d7f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one 10V, Positive-QTOFsplash10-0uk9-4900000000-6a899f6df60df2ae39132016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one 20V, Positive-QTOFsplash10-0zg3-9300000000-159b607059fa952697c42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one 40V, Positive-QTOFsplash10-0ldl-9000000000-057d97c2f93c26b4769c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one 10V, Negative-QTOFsplash10-014i-3900000000-2494469e8c68ad827b492016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one 20V, Negative-QTOFsplash10-014j-9400000000-059cb6e284e4b9e8aad32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one 40V, Negative-QTOFsplash10-067j-9000000000-876a35e658d3b25a82ff2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one 10V, Positive-QTOFsplash10-0fy9-9200000000-f928b4e45dadfea0bc732021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one 20V, Positive-QTOFsplash10-053r-9100000000-7b4b50a24e2f04bdfd612021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one 40V, Positive-QTOFsplash10-0ar0-9100000000-e72d946566e95d82f7562021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one 10V, Negative-QTOFsplash10-014i-3900000000-dda68988a0bd248ee4ae2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one 20V, Negative-QTOFsplash10-0ab9-9000000000-95b91e5b9ca992489aed2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one 40V, Negative-QTOFsplash10-0gb9-9000000000-ab74c78b085186a649d22021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB018669
KNApSAcK IDNot Available
Chemspider ID455707
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound522417
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1129791
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .